Windsor Vermont Homes for Sale

636 total properties
View 90 Blueberry Hill Road Bridgewater, VT MLS# 5070510
Save 90 Blueberry Hill Road Bridgewater, VT MLS# 5070510
1 of 30
$499,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

90 Blueberry Hill Road

Bridgewater, VT

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Courtesy of EXP REALTY
View 90 Webster Road Hartland, VT MLS# 5070476
Save 90 Webster Road Hartland, VT MLS# 5070476
1 of 35
$339,000
2

Beds

1.0

Baths

1,058

Sq.Ft.

90 Webster Road

Hartland, VT

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Courtesy of KW VERMONT WOODSTOCK
View Lot 7 Rod and Gun Club Road Ludlow, VT MLS# 5070352
Save Lot 7 Rod and Gun Club Road Ludlow, VT MLS# 5070352
1 of 17
$250,000
Studio

Beds

0.0

Baths

Lot 7 Rod and Gun Club Road

Ludlow, VT

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Courtesy of BHHS VERANI UPPER VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 298 Jenneville Road Hartland, VT MLS# 5070356
Save 298 Jenneville Road Hartland, VT MLS# 5070356
1 of 60
$635,000
4

Beds

2.0

Baths

2,212

Sq.Ft.

298 Jenneville Road

Hartland, VT

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Courtesy of BASSETTE REAL ESTATE GROUP
View 00 Barber Lane Hartland, VT MLS# 5070431
Save 00 Barber Lane Hartland, VT MLS# 5070431
1 of 21
$119,000
Studio

Beds

0.0

Baths

00 Barber Lane

Hartland, VT

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Courtesy of KW VERMONT WOODSTOCK
View 14 Gill Terrace Ludlow, VT MLS# 5070450
Save 14 Gill Terrace Ludlow, VT MLS# 5070450
1 of 60
$799,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

14 Gill Terrace

Ludlow, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 722 fairview Terrace Hartford, VT MLS# 5070242
Save 722 fairview Terrace Hartford, VT MLS# 5070242
1 of 34
$290,000
3

Beds

1.0

Baths

1,536

Sq.Ft.

722 fairview Terrace

Hartford, VT

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Courtesy of RE/MAX GROUP ONE REALTORS
View 00 Will Dean Road Springfield, VT MLS# 5070262
Save 00 Will Dean Road Springfield, VT MLS# 5070262
1 of 3
$170,000
Studio

Beds

0.0

Baths

00 Will Dean Road

Springfield, VT

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Courtesy of BUFFUM REALTY
View 224 QIV Jackson Gore Inn # 224 QIV Ludlow, VT MLS# 5070269
Save 224 QIV Jackson Gore Inn # 224 QIV Ludlow, VT MLS# 5070269
1 of 36
$95,000
2

Beds

2.0

Baths

1,025

Sq.Ft.

224 QIV Jackson Gore Inn # 224 QIV

Ludlow, VT

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Courtesy of LANGE & LANGE
View 222 Andover Road Ludlow, VT MLS# 5070309
Save 222 Andover Road Ludlow, VT MLS# 5070309
1 of 53
$849,000
5

Beds

3.1

Baths

2,890

Sq.Ft.

222 Andover Road

Ludlow, VT

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Courtesy of CUMMINGS & CO
View 664 Spencer Hollow Road Springfield, VT MLS# 5070316
Save 664 Spencer Hollow Road Springfield, VT MLS# 5070316
1 of 25
$175,000
Studio

Beds

0.0

Baths

664 Spencer Hollow Road

Springfield, VT

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Courtesy of HALL COLLINS REAL ESTATE GROUP
View 336 Piper Hill Road Weston, VT MLS# 5070044
Save 336 Piper Hill Road Weston, VT MLS# 5070044
1 of 16
$247,000
3

Beds

1.1

Baths

1,458

Sq.Ft.

336 Piper Hill Road

Weston, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 810 Quarry Road Chester, VT MLS# 5070079
Save 810 Quarry Road Chester, VT MLS# 5070079
1 of 60
$815,000
3

Beds

2.1

Baths

2,466

Sq.Ft.

810 Quarry Road

Chester, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 713/715 Qtr. I I I Adams House Ludlow, VT MLS# 5070102
Save 713/715 Qtr. I I I Adams House Ludlow, VT MLS# 5070102
1 of 46
$210,000
3

Beds

3.0

Baths

2,001

Sq.Ft.

713/715 Qtr. I I I Adams House

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 48 Alpine Way # D-1 Ludlow, VT MLS# 5070117
  • Virtual Tour
Save 48 Alpine Way # D-1 Ludlow, VT MLS# 5070117
1 of 58
$3,150,000
5

Beds

5.1

Baths

3,460

Sq.Ft.

48 Alpine Way # D-1

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 41 VT Route 103 South Chester, VT MLS# 5070146
  • Virtual Tour
Save 41 VT Route 103 South Chester, VT MLS# 5070146
1 of 33
$299,000
Studio

Beds

0.0

Baths

2,702

Sq.Ft.

41 VT Route 103 South

Chester, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 1254 US Route 5 Weathersfield, VT MLS# 5070225
Save 1254 US Route 5 Weathersfield, VT MLS# 5070225
1 of 58
$485,000
8

Beds

1.0

Baths

3,500

Sq.Ft.

1254 US Route 5

Weathersfield, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 00 Contro Road Chester, VT MLS# 5069927
Save 00 Contro Road Chester, VT MLS# 5069927
1 of 3
$159,000
Studio

Beds

0.0

Baths

00 Contro Road

Chester, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 106 Contro Road Chester, VT MLS# 5069928
Save 106 Contro Road Chester, VT MLS# 5069928
1 of 14
$289,000
2

Beds

2.1

Baths

1,475

Sq.Ft.

106 Contro Road

Chester, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 149 West Trottier Road Royalton, VT MLS# 5070098
Save 149 West Trottier Road Royalton, VT MLS# 5070098
1 of 30
$519,000
3

Beds

2.1

Baths

5,616

Sq.Ft.

149 West Trottier Road

Royalton, VT

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Courtesy of VERMONT HERITAGE REAL ESTATE

Information deemed reliable but not guaranteed.

“Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 12/17/2025”

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